Hearts of Oak have been handed a tough draw against Berekum Arsenals in the round of 32 and rivals Kotoko drew lower side Deportivo.
Hearts under new coach Nobojsa Vucicevic will host the Gunners at the Ohene Djan Stadium.
Asante Kotoko engage second-tier side Deportivo and Medeama Sporting Club play Liberty Professionals.
League leaders Berekum Chelsea will face either Berekum Friction or B.A. Stars.
The round of 32 fixtures will be played between 25 February and 10 March.
Others fixtures:
Kintampo Zamalek v Nania Fc
Asante Kotoko v Deportivo
D’international V (Tema All Stars/Shooting Stars)/Dunkwa United
Hearts of Oak v Berekum Arsenal
Wa All Stars v Juventus
Eleven Wise v Tarkwa United
Universal Stars v Dc United
Berekum Friction/B.A. Stars v Berekum Chelsea
Great Olympics v New Edubiase United
Starke Fc v Bechem United
Tema All Stars v Mine Stars
Unity Fc v Golden Stars
Dwarfs/Aduana Stars v Red Bull
Heart Of Lions v Windy Professionals
Sporting Mirren v King Solomon
Medeama SC v Liberty Professionals